Sunday, February 21, 2010

Recently, things with my boyfriend have been really weird, a real roller coaster. It's either great or we fight. It gets a bit difficult to handle all the drama. This month we've had both highs and lows. Super Bowl weekend, the emotional ride was too hot to handle. It wasn't really something important but the indifference on both sides felt important. It ended up blowing up and I asked him to leave, pack his shit and have it out by the weekend. He slept in the guest room and we worked it out over the next couple of days. While moving out wasn't what I wanted, the relationship was ready recovered. Then came Valentine's Day. The day was really nice. We spent quality time together the Saturday night before, had a nice meal and the next day had dinner with friends. It felt like things were back on track. In talking with one of my friends that knows about my extracuricular activities, we both decided to do something for lent. I am not usually big into this stuff: religion and denying myself things that I want. My friend is giving up booze and I decided to focus on my relationship and to do so, chose monogamy. As you know, my first day didn't go well. Since then, I have been keeping to my word. At least for now. I'm going to use this time to evaluate the relationship and figure out which is the true part of the roller coaster ride, the ups or the downs. Stay tuned as I will update you on things as they go and in the interim, I have enough untold sex adventures to keep you guys happy.

Thursday, February 18, 2010

I'm not sure how many of you are familiar with the lyrics to the song Promises Promise by Naked Eyes from the 80's but they are relevant to me:

You made me promises, promises
You knew you'd never keep
Promises, promises
Why do I believe
All of your promises
You knew you'd never keep
Promises, promises
Why do I believe

Why are these relevant, you ask? Well, I took a vow that I was not going to have sex with anyone other than my boyfriend for lent. That's forty days of faithful Windy City. As you probably guessed, not so successful. I was faithful to the vow for all of 18 hours. I guess it's time to re-dedicate myself. So here I go again but it's almost been 18 hours since the trick so I'm doing good, right?

Tuesday, February 16, 2010

This guy is definitely a dick slut. He loves giving. And he really had to work for this one. We had texted and I figured he might not blow me again if I blew him off. Despite having cum with Frankie just a few hours before, I still met up with him, just a little later than originally planned. He invites me over to his place and I pull up. This is a lot different than our last meeting where we met up at the booths for him to give me head. He doesn't waste any time, taking me to a back room which is his parents tv room. He asks me to be quiet and I'm cool with that because I usually am. He gets to it and starts sucking me. I get hard and he starts in on me. I wonder if he can taste Frankie on me. He doesn't mention it. I had trouble staying hard or interested. I blamed it on work stress which was partly true but having cum just a bit ago was really the issue. I was able to keep it going but unless he paid a lot of attention or I really focused, this was going to be a disaster. I'm going to give him the credit because he took control of the situation and gave me a great blowjob. He sucked on it like his life depended on it. After about 20 minutes of intense head I blew my load down his throat. He swallowed it, I zipped and left. Next time, he deserves to not have to work so hard for my cum.

Saturday, February 13, 2010

I had a total shit day. Work was blowing up and drama was everywhere. I had made plans to get head with the dude that I met up with at the bookstore but Frankie emailed. And that was a better offer not to mention now vs hours later. Frankie comes over to my office and he looks good. I kiss him right up at the reception, out in the open. He asks me if I want to do it there and I say no, just in case. We head into the office and start getting undressed. We kiss and feel each other up. We take turns blowing each other. There's so much friction and heat that I can barely contain myself. We move over to the couch and sit down. He eventually goes to the ground and starts to blow me. I pull him up and he sits on my lap. We are kissing and I start going at his ass. He says he wants to but not today. He talks about me fucking him raw and blowing my load up his ass. He's getting me hot and bothered. I try to fuck and he says no again. I'm pretty sure he's just talking and doesn't really want to take it raw because if he did, he wouldn't stopped. I get him on the ground and start rubbing up again his crack, hoping that he wants to fuck. I kiss him and rub against him until I shoot my load all over his chest. I fall down on him, exhausted and we continue kissing and chatting. After fifteen minutes we move back to the couch. I start sucking on his nipples, biting, teasing as he jacks off, shooting his load all over his chest. It's kinda hot. We kiss for a bit and he goes and cleans up, catching his train to the burbs.

Friday, February 12, 2010

I know that I've been a way for a bit but was taking a bit of a mental health break from the blog. Didn't stop cruising and fucking tho. Will have a new post this weekend. Thanks for taking part in the poll. As I allowed for multiple answers, people may have hit more than one. The split is 50/50 on whether you think it is a bb blog. Interesting. It doesn't really matter but I like to know what you guys think about things.

Wednesday, February 3, 2010

It wasn't that he was ugly or a bad lay. As a general rule, if you don't post about someone, you generally will forget to. He texted me last night asking me if I was free but I wasn't as I had 1. already left 2. Frankie had been over and 3. Had to find the energy to meet up with this other dude and wasn't sure if that was going to happen. Before I forget, here's train boy.

I meet up with this guy, he lives on the south side but works around here. We had chatted online previously but the geography never made us a match. A couple of weeks ago, he's leaving work, I'm still at work, all alone,so I invite him over. He gets off the train and meets me at my office. I was pleasantly surprised as he was better looking than his picture. He's 22, 6'1, about 175, brown and brown, with hairy chest. We go into the office and start kissing. He's definitely into kissing. We take our clothes off and trade blow jobs. He has a nice cock, about 6.5 inches, so it's not too small or too big. We go at that for a bit before we end up on rug, sixty-nining each other. I rub his hole and he allows it but I can tell he didn't plan that far ahead, so I realize that is not happening. I stand up and start fucking his mouth and pulling his hair. I go at it for a bit and he lets me use his mouth. He doesn't take a break until I tell him I'm going to cum. He pulls off my dick and I shoot it mostly on the floor. He then comes over to me and I start blowing him again. He doesn't last long at all, shooting his load on my chest. We make out for a bit before he leaves. The thing that really dug about him was that he just really into it. He was super intense about everything from the kissing, the head, the groping. Being 22 may also have something to do with it.

About Me

A one time conservative, now boy crazy daddy type who loves all different types. Want to share all my fun and that sex gets better when you let your inhibitions down. I'll give it to you like it is and I am pretty sure you'll like it.